Diisopropylethylamine → HCID 63343479, compound

HRID 1409730Notes

Reaction equation

HRID 1409730 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([OH:8])=[O:7])[N:3]=[CH:2]1.Cl[C:10]1[N:15]=[CH:14][C:13]([C:16]#[N:17])=[CH:12][CH:11]=1.C(N(CC)C(C)C)(C)C>CN(C)C=O>[C:16]([C:13]1[CH:12]=[CH:11][C:10]([N:1]2[CH:5]=[C:4]([C:6]([OH:8])=[O:7])[N:3]=[CH:2]2)=[N:15][CH:14]=1)#[N:17]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 51520946-Chloro-3-pyridinecarbonitrileHCID 178524800HCID 178524800, compound

Product 1

HCID 63343479HCID 63343479, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 1H-imidazole-4-carboxylic acid (500 mg), 6-chloropyridine-3-carbonitrile (0.93 g), and N,N-diisopropyl-ethyl-amine (3.6 mL) in N,N-dimethylformamide (6 mL) is heated to 120° C. overnight. The crude product is purified by HPLC. LC (method 20): tR=1.73 min; Mass spectrum (APCI): m/z=215 [M+H]+.

Workup

  1. customThe crude product is purified by HPLC

Sources & evidence

ORD record
ord-71a5e0ba0ead45dc95d8804151df00dd
Source dataset
uspto-grants-2014_12
Patent number
US08921398B2

Reaction notes

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